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HRID 217985作成日:2026年10月25日

Sodium hydride → [(R)-2-(2,2-diethoxyethoxy)-4-pentenyloxymethyl]benzene

https://huagongshe.com/reaction/217985

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Ethane, 2-bromo-1,1-diethoxy-HCID 74852—
反応物(2R)-1-(benzyloxy)pent-4-en-2-olHCID 10375318—
溶媒DimethylformamideHCID 6228—
生成物[(R)-2-(2,2-diethoxyethoxy)-4-pentenyloxymethyl]benzeneHCID 59281174—

反応手順

(R)-1-Benzyloxy-4-penten-2-ol (3.13 g) was dissolved in DMF (32 ml), and sodium hydride (60%, 0.91 g) was added in an ice bath. After stirring at the same temperature for 30 minutes, bromoacetaldehyde diethyl acetal (3.03 ml) was added. The mixture was heated to room temperature and stirred for two hours, and then heated to 50° C. and stirred for one hour. After cooling to room temperature, ice was added to the reaction solution. The reaction solution was extracted with ethyl acetate. The organic layer was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound. The mixture containing the recovered raw material was reacted under the same conditions. The title compound was obtained by purification by the same method (total yield: 5.00 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08198269B2
出典データセットuspto-grants-2012_06
ORD IDord-3667462c2a6245cf8e89e8e792959184
出典メモuspto-grants-2012_06